Winchester, KY Houses for Sale

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  /67

  $699,000

  • 3 Beds
  • 4 Baths
  • 4,123 Sq Ft

  1775 Irvine Rd, Winchester, KY 40391

  Just 12 minutes from Lexington, own the most charming home atop a scenic hill at Blue Ridge Manor, a breathtaking 5.13 acre retreat where modern comfort meets classic elegance. As you drive up the long, private driveway, you'll feel like you're entering your own exclusive retreat, a sanctuary of peace and tranquility. Lovingly maintained by its original owner for the past 30 years, this

  

  Oxana Lopetegui-Pineda

  Lifstyl Real Estate

  (859) 659-6462

  1775 Irvine Rd, Winchester, KY 40391
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  Explore Winchester

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  /40

  $239,900

  • 2 Beds
  • 2 Baths
  • 1,628 Sq Ft

  635 Lisletown Ln, Winchester, KY 40391

  Tucked away on a private lane behind a charming stone wall, this storybook 2BR/2BA dome-style cottage is a one-of-a-kind retreat. Greeted by a peaceful koi pond, the home's unique wood siding and architectural flair set the tone for something truly special. Inside, natural light pours in through skylights and stained-glass accents, creating a warm, ethereal atmosphere. The inviting living room

  

  Robin Jones

  Keller Williams Legacy Group

  (859) 328-1145

  635 Lisletown Ln, Winchester, KY 40391
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  /117

  $3,175,000

  • 8 Beds
  • 7.5 Baths
  • 12,702 Sq Ft

  4664 Lexington Rd, Winchester, KY 40391

  Visitors to the farm are greeted by a substantial stone entry before traveling a gently winding path to the circular drive. There rests the grand residence, offering an ideal setting for entertaining family & friends. Ten minutes from Hamburg, the farm is located on the convenient Lexington/Winchester Road. Lovely views abound and the property retains remarkable privacy. The 13,500 square foot

  Zach Davis Kirkpatrick & Company

  4664 Lexington Rd, Winchester, KY 40391
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  /75

  $535,000

  • 5 Beds
  • 3.5 Baths
  • 3,741 Sq Ft

  130 Winterberry Cir, Winchester, KY 40391

  Welcome to this beautifully maintained modern home located in the highly sought-after Royal Oaks Estates, perfectly positioned on the edge of Winchester with quick access to shopping, dining, and more. From the moment you step inside, you'll be captivated by the soaring vaulted ceilings in the central great room—an impressive space filled with natural light and designed for both comfort and

  Josh Wood Freedom Realty & Property Management

  130 Winterberry Cir, Winchester, KY 40391
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  /85

  $650,000

  • 4 Beds
  • 3.5 Baths
  • 4,779 Sq Ft

  180 Casa Landa Way, Winchester, KY 40391

  This stately yet inviting residence in the highly desirable Stoney Brook subdivision offers the perfect blend of elegance and comfort. Thoughtfully designed for everyday living and entertaining, the home features generously sized rooms throughout.The main level includes formal living and dining spaces, a convenient half bath, and a beautifully appointed kitchen with granite countertops,

  Janna Chalfant Smith United Real Estate Bluegrass

  180 Casa Landa Way, Winchester, KY 40391
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  /17

  $448,000

  • 5 Beds
  • 3 Baths
  • 3,270 Sq Ft

  301 College St, Winchester, KY 40391

  Award-Winning Historic Home - Fully Renovated Gem Across from the ParkThis beautifully restored 5-bedroom, 3 full bath home was completely gutted and reimagined with care. Featuring a custom-built wrap-around porch matching the original design, dual HVAC systems, new sewer line, and a long concrete driveway with rear alley access with more than quarter acre. Best of two worlds- it charm

  Blanca Cheung Tsubaki Group, LLC

  301 College St, Winchester, KY 40391
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  /42

  $419,900

  • 4 Beds
  • 3.5 Baths
  • 2,718 Sq Ft

  210 College St, Winchester, KY 40391

  Welcome to one of Winchester's most iconic and award-winning homes—a stunning 4-bedroom, 3.5-bath historic residence spanning over 2,700 square feet. This exceptional property, recipient of a Historic Preservation Award, beautifully balances timeless character with modern comfort. From the moment you step onto the newly built wide front porch, the home's undeniable charm begins to unfold. Inside,

  Erin Lewis Christies International Real Estate Bluegrass

  210 College St, Winchester, KY 40391
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  /36

  $414,900

  • 4 Beds
  • 4.5 Baths
  • 2,800 Sq Ft

  136 College St, Winchester, KY 40391

  Welcome to this stunning, fully renovated 4-bedroom, 4.5-bathroom home in the heart of downtown Winchester. Thoughtfully redesigned with a rear addition, this property now features a spacious first-floor primary suite complete with a private bathroom, walk-in closet, and convenient laundry access.Each of the four bedrooms has its own private en-suite bathroom, offering comfort and privacy

  Danielle Hatton The Brokerage

  136 College St, Winchester, KY 40391
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  /120

  $559,900

  • 6 Beds
  • 3.5 Baths
  • 3,846 Sq Ft

  1953 Cabin Creek Rd, Winchester, KY 40391

  ***Click on the Virtual Tour section to see the video walk through!*** This unique property includes not only one, but two beautiful homes in the heart of Kentucky Bluegrass country. The first home is a brick ranch with a covered front porch and back patio that overlook this beautiful piece of farm land. This 2046 sq ft home contains 3 bedrooms and 2 full baths with a large great room in the

  Josh Wood Freedom Realty & Property Management

  1953 Cabin Creek Rd, Winchester, KY 40391
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  /31

  $499,000

  • 5 Beds
  • 3 Baths
  • 3,262 Sq Ft

  10 French Ave, Winchester, KY 40391

  Remember when things were built to last? This home was built in 1906 and recently underwent a complete renovation to bring this 118 year old home into the 21st century. The owners maintained all of the architectural details while adding the modern luxuries of today. Improvements made to the home consist of new dimensional shingle roof, gutters, soffits rebuilt including rebuilding the decorative

  Brian England Keller Williams Bluegrass Realty

  10 French Ave, Winchester, KY 40391
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  /99

  $749,000

  • 4 Beds
  • 4 Baths
  • 4,644 Sq Ft

  110 Camelot Dr, Winchester, KY 40391

  Don't miss this rare opportunity to abide in one of Winchester's finest locations, Camelot Drive. A hidden gem tucked away in the back of Hampton Manor, this home boasts space and privacy on an idyllic cul-de-sac just off Boone Avenue. Details such as crown molding, built-in cabinetry, high ceilings, 2 fireplaces, transom windows, and hardwood floors fill this home with character and charm.

  Joyce Ratliff Tom Goebel & Company

  110 Camelot Dr, Winchester, KY 40391
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  /58

  $575,000

  • 2 Beds
  • 1.5 Baths
  • 5,054 Sq Ft

  808 Bypass Rd, Winchester, KY 40391

  Unique Mixed-Use Opportunity! This versatile property offers prime potential for a restaurant, cafe, or retail space in a high-visibility location. The commercial space is turn key for a culinary venture or boutique business. Attached is a separate rental unit with private entrance, offering additional income or an ideal live/work setup. Additional space available for potential 2nd Apartment.

  Diana C Brooker Lifstyl Real Estate

  808 Bypass Rd, Winchester, KY 40391
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  /39

  $365,000

  • 4 Beds
  • 2.5 Baths
  • 2,929 Sq Ft

  219 Hampton Ave, Winchester, KY 40391

  Open House-Sunday 2-4 p.m. This beautificcally updated ranch-style home sits on a generous .31 acre lot on a quiet dead end street with mature trees providing shade and privacy. The property features a natural stone front and partial stone skirt(added in 2023), enhancing its curb appeal. Inside, you'll find 4 bedrooms and 2.5 baths., perfect for a large family. The main level boasts a bright

  Jo Gawthrop Keller Williams Bluegrass Realty

  219 Hampton Ave, Winchester, KY 40391
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  /37

  $399,900

  • 4 Beds
  • 3 Baths
  • 2,991 Sq Ft

  576 Marseille Blvd, Winchester, KY 40391

  **Priced to sell and well below the attached appraisal dated 7/16/2025.** Welcome to this beautifully maintained 4-bedroom, 3-bathroom home with a walkout basement, nestled in the desirable Oak Hill subdivision. Thoughtfully designed and extensively landscaped both front and back, this home offers the perfect blend of comfort, functionality, and outdoor living. Step inside to discover spacious

  James Turek Bluegrass Sotheby's International Realty

  576 Marseille Blvd, Winchester, KY 40391
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  /39

  $472,000

  • 3 Beds
  • 2 Baths
  • 2,727 Sq Ft

  865 Pretty Run Rd, Winchester, KY 40391

  Situated on 1.5 acres along a sought after country road, this one level home features a split bedroom layout with a primary suite that includes an en suite bath and walk in closet. The living room offers vaulted ceilings, hardwood floors, and a gas log fireplace, opening to a dining area and an eat in kitchen. A sunroom provides additional living space with skylights and views of the backyard.

  Shane Underwood Keller Williams Commonwealth

  865 Pretty Run Rd, Winchester, KY 40391
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  /47

  $374,900

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft

  714 Concord Ave, Winchester, KY 40391

  This beautiful modern home is conveniently located in the Colby Ridge subdivision with easy access to all that Winchester has to offer. From the comfortable front porch, take a step inside to enjoy the open floor plan great room with living space, dining space and a stunning kitchen. Also on the first floor is a bonus family room area that could be used as a small bedroom (without a closet) as

  Josh Wood Freedom Realty & Property Management

  714 Concord Ave, Winchester, KY 40391
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  /64

  $369,900

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  309 Gallahadion Ct, Winchester, KY 40391

  This beautiful, new-construction home located in desirable Fairholme Estates is a must see!! Amazing open floor plan with kitchen granite countertops, a large island and upgraded Frigidaire Elite Stainless Appliances. The waterproof Pergo laminate flooring is throughout the home. The builder has installed window blinds throughout the home and stained the back deck. Don't miss the primary

  Josh Wood Freedom Realty & Property Management

  309 Gallahadion Ct, Winchester, KY 40391
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  /64

  $364,900

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  616 Colby Ridge Blvd, Winchester, KY 40391

  This beautiful ranch home located in Colby Ridge Subdivision is a must see!! Located close to shopping, schools and the interstate and parkway. Amazing open floor plan with granite kitchen countertops, tile backsplash, walk-in pantry, a large island and upgraded Frigidaire Elite Stainless Appliances. The waterproof vinyl plank flooring is throughout the home. Don't miss the primary bedroom suite

  Josh Wood Freedom Realty & Property Management

  616 Colby Ridge Blvd, Winchester, KY 40391
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  /18

  $395,000

  • 3 Beds
  • 3 Baths
  • 2,516 Sq Ft

  110 Hampton Ave, Winchester, KY 40391

  Move-in ready mid- century brick ranch home! Features 3 bedrooms, 3 full baths, new kitchen with granite countertops, 3 woodburning fireplaces, formal dining or family room, full basement with huge rec room or space to have 4th bedroom, 1 car garage, 2 storage buildings & fenced in yard! Updates include windows, doors, metal roof, new paint inside & out, new flooring in basement & bedrooms, all

  Angie Conley Dixon Dixon Properties

  110 Hampton Ave, Winchester, KY 40391
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  /3

  $380,000

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft

  270 Evergreen Dr, Winchester, KY 40391

  Welcome to The Run for the Roses - a thoughtfully designed proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms on unfinished walkout basement.The large primary suite is a true retreat, complete with a generously sized walk-in closet and a

  Rex Hall United Real Estate Bluegrass

  270 Evergreen Dr, Winchester, KY 40391
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  /3

  $430,000

  • 3 Beds
  • 2 Baths
  • 1,855 Sq Ft

  265 Evergreen Dr, Winchester, KY 40391

  Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, walkout unfinished basement and thoughtful living spaces throughout.The spacious primary suite features a large walk-in closet and a private ensuite

  Rex Hall United Real Estate Bluegrass

  265 Evergreen Dr, Winchester, KY 40391
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  /3

  $430,000

  • 3 Beds
  • 2 Baths
  • 1,855 Sq Ft

  250 Evergreen Dr, Winchester, KY 40391

  Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, unfinished walkout basement and thoughtful living spaces throughout.The spacious primary suite features a large walk-in closet and a private

  Rex Hall United Real Estate Bluegrass

  250 Evergreen Dr, Winchester, KY 40391
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  /3

  $380,000

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft

  230 Evergreen Dr, Winchester, KY 40391

  Welcome to The Run for the Roses - a thoughtfully designed proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms.The large primary suite is a true retreat, complete with a generously sized walk-in closet and a well-appointed ensuite

  Rex Hall United Real Estate Bluegrass

  230 Evergreen Dr, Winchester, KY 40391
• 

  

  /3

  $430,000

  • 3 Beds
  • 2 Baths
  • 1,855 Sq Ft

  220 Evergreen Dr, Winchester, KY 40391

  Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, unfinished walkout basement and thoughtful living spaces throughout.The spacious primary suite features a large walk-in closet and a private

  Rex Hall United Real Estate Bluegrass

  220 Evergreen Dr, Winchester, KY 40391
• 

  

  /3

  $380,000

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft

  200 Evergreen Dr, Winchester, KY 40391

  Introducing the Run For The Roses - Proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms. The large primary suite is a true retreat, complete with a generously sized walk-in closet and a well-appointed ensuite bathroom. The kitchen

  Rex Hall United Real Estate Bluegrass

  200 Evergreen Dr, Winchester, KY 40391
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  /57

  $475,000

  • 8 Beds
  • 5 Baths
  • 3,845 Sq Ft

  1731 Ford Hampton Rd, Winchester, KY 40391

  Price Improvement Reflects Room forPersonal Updates!Recent price adjustment provides buyers the opportunity to add their own style with updates like fresh paint or new flooring. This spacious property offers exceptional value and strong potential in a sought-after area.Versatile Home on 5.47 Acres with Horse Barn & Multi-Unit Living.Welcome to your private hilltop retreat with

  Julie Wiggington RE/MAX Creative, Winchester

  1731 Ford Hampton Rd, Winchester, KY 40391
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  /17

  $445,000

  • 4 Beds
  • 2 Baths
  • 1,950 Sq Ft

  104 Colby Hills Dr, Winchester, KY 40391

  Welcome to this beautiful ranch home, located in this desirable Colby Hill subdivision this house has been updated with new interior painting, new flooring, new kitchen cabinets, and tops, new bathrooms, large new lighting, 2 car garage, 2 fireplaces, living room, family room, dinning area, large new deck ,all this on a large corner lot. Owner/Broker

  Garry Milton Milton and Associates Real Estate

  104 Colby Hills Dr, Winchester, KY 40391
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  /4

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,635 Sq Ft

  206 Jett Dr, Winchester, KY 40391

  New Construction, come view, great house plan, ranch on a crawl space, 3 bedrooms, 2 bath, you will love this inviting neighborhood, plan shown on line could vary, this is a spec home, all the colors have been decided, fixtures, flooring, brick, siding, cabinets, countertops have been ordered, restrictions apply, no HOA, buyer to verify sq ft of home and lot. This home is close to I-64, I-75,

  Mila Ensor Ensor Real Estate, LLC

  206 Jett Dr, Winchester, KY 40391
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  /62

  $269,950

  • 3 Beds
  • 2 Baths
  • 1,247 Sq Ft

  3614 Stamper Dr, Winchester, KY 40391

  Fully renovated to perfection, this exceptional home showcases high-end upgrades throughout. Enjoy newly installed windows, doors, and sleek flooring, all complemented by modern appliances and updated cabinetry. A brand-new deck creates the perfect spot for outdoor relaxation, while the freshly built storage building out back adds extra convenience. The attached garage offers attic access with

  Darrell Tackett Dream Maker Realty, LLC

  3614 Stamper Dr, Winchester, KY 40391
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  /22

  $225,000

  • 4 Beds
  • 2 Baths
  • 1,370 Sq Ft

  521 Acadia Way, Winchester, KY 40391

  This move in ready ranch home offering 4 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of AMI for Clark County. Property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

  Tyler I Back The Brokerage

  521 Acadia Way, Winchester, KY 40391
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  /20

  $225,000

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft

  511 Acadia Way, Winchester, KY 40391

  This move in ready ranch home offering 4 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of AMI for Clark County. Property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

  Tyler I Back The Brokerage

  511 Acadia Way, Winchester, KY 40391
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  /20

  $225,000

  • 3 Beds
  • 1 Bath
  • 1,443 Sq Ft

  31 Vine St, Winchester, KY 40391

  Welcome to this beautifully updated 3-bedroom, 1-bath home, perfectly situated in the vibrant heart of Winchester. Bursting with charm and character, this home offers the best of modern updates and classic appeal. Step inside to discover a bright, open living area with new flooring, fresh paint, and stylish finishes throughout. The updated kitchen features sleek cabinetry, granite countertops,

  Jana Hooten Rock N' Realty LLC

  31 Vine St, Winchester, KY 40391
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  /19

  $219,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,335 Sq Ft

  521 Hidden Hills Way, Winchester, KY 40391

  Charming 3-Bedroom Home with Modern Upgrades & Outdoor Living!Welcome to this beautifully maintained 3-bedroom, 2-bathroom home that offers both comfort and functionality. Step inside to discover a spacious open-concept living and dining area, perfect for entertaining or relaxing with family. The generous kitchen features ample counter space, a walk-in pantry, and plenty of room for the

  Cathy Cornett-Wilson Rector Hayden Realtors

  521 Hidden Hills Way, Winchester, KY 40391
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  /29

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,593 Sq Ft

  306 Snowden Dr, Winchester, KY 40391

  Home is quietly nestled within the Wesleyan Park subdivision just off the Winchester Bypass. While convenient location is obvious this home boast many updates throughout. Including flooring, appliances, New roof, HVAC, Water heater and so much more. Schedule your showing while you can!

  Michael Hilario The Agency

  306 Snowden Dr, Winchester, KY 40391
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  /28

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,944 Sq Ft

  252 S Highland St, Winchester, KY 40391

  Beautifully updated 3-bedroom, 2-bath home in the heart of Winchester! Brand-new siding and a welcoming front porch set the tone. Inside, you'll find a light-filled living room with a decorative fireplace and cozy reading nook, plus refinished hardwood floors throughout most of the main level. The first-floor bedroom has new carpet and easy access to a fully updated full bath. The remodeled

  Austina Bruton The Howard Realty Co

  252 S Highland St, Winchester, KY 40391
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  /33

  $269,000

  • 4 Beds
  • 2 Baths
  • 2,472 Sq Ft

  752 Wayland Dr, Winchester, KY 40391

  This ranch style house is located minutes from Fayette County line and minutes from the I-64 and I-75 corridors. This house features 4 bedrooms and 2 full baths on a walk-out basement. The owners remodeled several years ago with new kitchen and primary suite. The house is situated on a .53 acre lot within a quiet residential neighborhood. Looking for a house to make your home? come see this

  Craig Bridgewater Bridgewater Real Estate

  752 Wayland Dr, Winchester, KY 40391
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  /28

  $219,900

  • 3 Beds
  • 1 Bath
  • 1,053 Sq Ft

  228 Forest Ct, Winchester, KY 40391

  This brick ranch style home is located on a quiet cul-de-sac in the residential neighborhood of Forest Park. Enjoy leisurely living in this one level home featuring a 12 X 18 Florida room overlooking a private back yard. The location is minutes from Lexington Avenue and the family/fun Legacy Park. It is move in ready and if you are ready, you may be the next owner. Make an appointment today!

  Craig Bridgewater Bridgewater Real Estate

  228 Forest Ct, Winchester, KY 40391
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  /80

  $574,900

  • 3 Beds
  • 2.5 Baths
  • 4,933 Sq Ft

  160 Agawam Rd, Winchester, KY 40391

  Welcome to this beautifully maintained brick ranch home set on a spacious and private 5-acre fenced lot. This versatile property offers the perfect blend of comfort, functionality, and rural charm - ideal for families, hobby farmers, or equestrian enthusiasts. Inside, you'll find 3 bedrooms and 3 bathrooms with a fully finished basement that offers ample space for additional bedrooms, a home gym,

  Megan McCoy Keller Williams Legacy Group

  160 Agawam Rd, Winchester, KY 40391
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  /35

  $318,000

  • 3 Beds
  • 2.5 Baths
  • 1,903 Sq Ft

  329 Hanover Dr, Winchester, KY 40391

  Welcome home to this well-maintained two-story home on an unfinished basement! This home features 3 bedrooms, 2 bathrooms, a bonus room overlooking the living room, kitchen with all the appliances to convey, basement is roughed in for a bathroom already as well. Outside you will find a covered front porch, spacious deck and a patio. Located right off the bypass in Winchester this property is

  Bradley Warford Century 21 Pinnacle

  329 Hanover Dr, Winchester, KY 40391
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  /33

  $179,900

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  307 Blair Ave, Winchester, KY 40391

  This charming 3-bedroom, 1-bath ranch offers fresh updates throughout, including brand new flooring and interior paint. The inviting side porch features a ramp for easy accessibility and leads to a spacious patio—perfect for relaxing or entertaining. A detached two-car garage adds great storage and functionality. Located just minutes from downtown Winchester and I-64, this move-in-ready home

  Brooke Otis-Mull RO&CO Real Estate

  307 Blair Ave, Winchester, KY 40391

Showing Results 1 - 40, Page 1 of 3

Why Live in Winchester

Winchester, KY, the largest city in Clark County, is known for its vibrant community and unique local flavors, including the birthplace of beer cheese and Ale-8-One soda. Main Street is the hub for dining, featuring popular spots like La Trattoria and Loma’s, and the Beer Cheese Trail, which includes around 15 restaurants with signature beer cheese recipes. The city offers practical amenities with nearby grocery stores like Kroger and Walmart Supercenter, and retail options such as TJ Maxx and Lowe’s. Housing in Winchester includes Victorian-era inspired homes and newer subdivisions, with properties often featuring gravel driveways and spacious lawns suitable for gardens. Clark County Public Schools provide strong academic programs, including AP and dual enrollment courses at George Rogers Clark High School. For outdoor activities, residents enjoy Legacy Grove Park, College Park, and Lykins Park, which offer facilities for basketball, tennis, hiking, and disc golf. Winchester hosts annual events like the Beer Cheese Festival and the Daniel Boone Pioneer Festival, attracting visitors with arts, crafts, and food. The Bluegrass Heritage Museum showcases the history of Central Kentucky. Commuting is convenient with Winchester located 16 miles from Lexington and 20 miles from Richmond. The city has a cooperative community spirit, bolstered by investments from younger residents and a thriving local economy.

Learn more about living in Winchester

Home Trends in Winchester, KY

On average, homes in Winchester, KY sell after 26 days on the market compared to the national average of 70 days. The median sale price for homes in Winchester, KY over the last 12 months is $233,000, down 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$233,000

Median Single Family Sale Price

$380,000

Median Townhouse Sale Price

$225,000

Average Price Per Sq Ft

$229

Number of Homes for Sale

13

Last 12 months Home Sales

58

Months of Supply

2.70

Median List Price

$380,000

Median Change From 1st List Price

1%

Median Home Sale Price YoY Change

-7%